Structural parameters governing the dynamic combinatorial synthesis of catenanes in water
We report the first dynamic combinatorial synthesis in water of an all-acceptor [2]catenane and of different types of donor-acceptor [2] and [3]catenanes. Linking two electron-deficient motifs within one building block using a series of homologous alkyl chains provides efficient and selective access to a variety of catenanes and offers an unprecedented opportunity to explore the parameters that govern their synthesis in water. In this series, catenane assembly is controlled by a fine balance between kinetics and thermodynamics and subtle variations in the building block structure, such as the linker length and building block chirality. A remarkable and unexpected odd-even effect with respect to the number of atoms in the alkyl linker is reported.
Cougnon, Fabien B. L.,Ponnuswamy, Nandhini,Jenkins, Nicholas A.,Pantos, G. Dan,Sanders, Jeremy K. M.
supporting information
p. 19129 - 19135
(2013/01/15)
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